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Tuesday, September 11, 2012

The Bet - Chapter 54 (Wednesday – week 8 Part 8 of 9)

The Bet

By Karen Singer

Chapter 54 (Wednesday – week 8 Part 8 of 9)

Robin was slowly
working through the changes she and Sissy had decided to try in their
project.For once, Sissy wasn’t sitting
and playing like a child on her cubicle floor for the remainder of the
afternoon.She needed him working
instead.Especially since he would be
gone all next week.It bothered her a
little that the situation meant she couldn’t change the way he was dressed
today and see him acting like the child he really was, especially since he
looked like such a normal woman again today, but there was work he had to get
done and that had to come first.The
most she dared make him do right now was to bring him in every forty minutes or
so to drink another baby bottle.

She laughed as
she remembered the one he had finished right after lunch.He had finished it and stood back up
again.Then he had curtseyed before he
left – and had locked in his curtsey position for a few moments as all the
blood suddenly drained from his face.It
had taken her a moment to realize that he had just messed his diapers
again.As far as she could tell, he
messed them about the same time every afternoon.Today might have been a little bit earlier
though.Of course, with all the extra liquids
she was forcing into him today, that might be expected.

She thought about
him sitting on the other side of the wall from her, trying to work with such a
mess in his diapers.But he did that
every day… so it was nothing new to him.Yuck!The stupid sod deserved
what he got, that was for sure.How
could she have ever seen him as anything but what he is – a childish
sissy?Well, she simply hadn’t known
before.In fact, before, she didn’t
really know what a sissy was.She
guessed she knew now.

She was startled
by the ringing of her phone.Thoughts
that something might have happened to her son momentarily hit her as she
quickly dug it out of her bag.“Hello?”
she said quickly the moment she could answer it.

“Hi Robin.It’s Mel.Do you have a minute to talk?”

Relief that it
wasn’t anything wrong with her baby washed over her so quickly that she didn’t
even notice it.“Sure,” she
replied.“What’s up?”

“Well, you know
there isn’t much time left in this bet between Sissy and myself,” Mel started,
“and since you know what was in his email to me yesterday, you also know how
concerned he is about how we’re going to decide this thing if it’s close.”

“Yeah,” Robin
replied.“I remember.So what did you decide?”

“We’re looking for judges to decide for us –
if it gets that close.”

“And you
want…Wait a minute,” Robin said as she
got out of her chair.She walked out of
her cubicle and headed down the hall – away from Sissy.“Okay,” she finally said, “I wanted to get
further away from him so that he won’t overhear any of this.”

“You needn’t
have bothered,” Mel replied.“He knows I
was going to ask.”

“And he wanted
me to be one of the judges?” Robin asked, not sure she could believe that.

“Actually, I’m
asking everyone who knows about the bet.But the only ones we want to judge it will be the ones who are sure they
can do it fairly.”

“What do you
mean by fairly?”

“To judge it
honestly… without regard for how they feel about either of us or who they would
personally like to see win.”

“And you’re
asking me?”

“If… you think
you can do it fairly.”

Robin had to
think about that for a bit.“I don’t
know,” she finally said.“I mean…Let’s just leave it at I don’t know.I’ll have to think about it and get back to
you.Okay?”

“Yeah, that’s
fine,” Mel replied.“I need you to be
sure... we both need you to be sure.”

“Yeah, I get
that,” Robin said.But she was further
away from Sissy now and alone where she was standing and looking out at the
parking lot beyond a section of plate glass wall.She didn’t feel ready yet to go back to her
desk.And… now that she was talking with
Mel, one tiny little thing that had bothered her all day sprang to her
mind.“Mel,” she said quickly before the
lawyer could hang up.“Do you have a
minute to talk?”

“About Sissy?”
Mel asked.

“Of course!”
Robin replied.

“Sure,” Mel
agreed.Anything having to do with Sissy
was a primary concern for her.

But Robin wasn’t
sure where to start.“It’s just
that…You mentioned yesterday that you
had some other outfits you had been thinking of putting him in.”

“Yes…” Mel
agreed cautiously.“But we decided that
there was no way we could do that with him at work.”

“Yeah, I
know.And that’s still the problem.But…I
guess, I was just curious about seeing some of his other outfits – especially
the ones where he wouldn’t look like such a… I don’t know… a normal woman I
guess!I mean, that’s mostly the reason
I make him wear my ‘Baby’ t-shirt and have him play on the floor like a child –
so I don’t have to see him as a “normal” woman.No… so I don’t have to see him as a normal person – which he’s not!Not at all!”

“I… think I
understand,” Mel replied.“If you don’t
want him to look… normal… then I’m willing to send him to work dressed in
something else… something you might find more interesting.But the problem still remains, how could we
make it work?Would it matter if
everyone there saw him that way?”

“I guess that
depends,” Robin replied.“Mostly I guess
it would depend on how it might affect me.I don’t want to lose my job.That’s why I try to keep what I do with him secret… mostly secret
anyway.Besides, I don’t want to cost
him his job either.I’d feel really bad
about that.So I guess, we’re stuck.”

“Maybe, maybe
not,” Mel replied.“I’m not worried
about him losing his job.That’s not a
problem.But I certainly don’t want to
cost you your job.”

Mel smiled.“Actually, early on in this bet I fixed
things with Mr. Baxter, the owner of your company.He’s taking a totally hands-off approach to
what’s happening with Sissy.So Sissy is
safe as far as that goes… for now.”

Robin was
surprised by that.“Does Sissy know
that?”“No.And he doesn’t need to know it.I’d rather have him to continue to be nervous
about his job there.Although, to be
honest, after I win, I have… other plans for him.”

“Other plans?”

“Personal
plans,” Mel replied.

“Oh.”Robin wasn’t sure what personal plans Mel was
talking about and obviously the lawyer wasn’t going to share.“So what do we do about dressing him
differently?” she finally asked.“Is
there anything you can do so he doesn’t look so normal when he comes to work…
like he does today?”

Mel sat back in
her chair.The contract was
waiting.So much work needed to be done
with it.But this conversation with
Robin was a far more interesting discussion than what awaited on her desk.“What problems do you see that we need to
overcome?” Mel asked.“How about him
getting to work, for instance, when everybody arrives?”

“Yeah, Robin
admitted, that’s a problem.Along with
the break times too.And lunch of
course.I guess it all depends on what
he’s wearing.But it will still be a
problem.”

“So we’re back
to square one,” Mel replied.

“Yeah,” Robin
agreed.“But...What if…I mean…Maybe…”

They wound up
talking for so long that by the time Robin got back to her cubicle, Sissy was
very late for his next bottle.She made
him drink two in a row on her floor.

Chad was very aware that Robin
hadn’t made him change his clothes that day.She didn’t even make him play with the paper dolls on her cubicle
floor.The only thing she had done all
day, if you didn’t count making him talk to Derek in the break room, was to
force him to drink bottle after bottle.Consequently, he was much wetter than usual.The mess in his diapers wasn’t helping much
either.Despite his three layers of
diapers, if it wasn’t for his plastic panties and the all-in-one girdle, he’d
probably be leaking all over the place – if he wasn’t already.

The huge heavy
bulk of his messy diapers was both aggravating… and sensual.He loved it… he hated it.And the wetter he got, the more he worried
about it… and loved it, because it only intensified all those amazing humiliating
feelings he seemed to crave so much.

“Sissy…Bottle time,” Robin’s voice came over the
wall between them.

Chad got up and went around to her
cubicle – with his thumb already in his mouth.He curtseyed, but Robin just pointed at the diaper bag on her desk and
turned back toward her work on the computer.He reached into the bag and hunted around for a bottle that was still
full, and didn’t find one.Robin’s back
was to him, but he dared not curtsey before he spoke.“Robin,” he said after curtseying, “all the
bottles are empty.”Curtsey, thumb back
in his mouth.

Robin turned
around and was glad to see him standing there with his thumb in his mouth.“I know you have more drinks still at your
desk.Go fill one of the bottles and bring
it back.”She watched as he curtseyed
and hurried out.Then she turned back to
her work – that had been delayed because of her lengthy conversation with Mel.

Chad pried the lid off of what
remained of his third large drink he had purchased with his lunch.He looked inside the cup.Most of the ice had melted now, which left
all the remaining soda in the cup very watered down.It also meant that there was more liquid in
the cup than there had been before the ice melted.He hoped Robin wouldn’t bother to check.

He carefully
refilled his baby bottle from the cup and put the lid back on.Should he put the remainder of the cup in the
trash can?But what if Robin made him
drink yet another bottle before he left today – as he more than suspected she
would?His eyes glanced at the two large
bottles of water on his desk from earlier in the week that were still partially
full.He had plenty of water, but for
once he was enjoying something that tasted a bit better – even watered
down.

He kept the cup
and hurried back to Robin.He saw her
glance around as he stopped and curtseyed, but she didn’t look at him
long.He sank down to her cubicle floor
with the bottle and put it to his lips.As he hit the floor, he could feel how bloated his diapers were
again.It felt like he was sitting on a
wet pillow – that squished a bit as he sat down or moved his legs in or
out.

As he put the
bottle to his lips to start drinking, he was aware though of something feeling
a bit funny against his leg near the bottom of his plastic panties, but with
everything he had on, he had no way to check to see what it was.It simply felt… odd.And he worried that he knew what that feeling
was.

By the time he
finished his bottle, that strange feeling spot continued to feel odd… only
worse now.And curtseying and moving
back to his own desk seemed to aggravate the strangeness even more.Was he leaking?He suspected it, although it was hard to tell
because of everything he was wearing.He
sat down in his chair, aware again of the squishing feeling from his overly
sodden and bloated diapers.

He worked, but as
he worked, he was still aware of the strange feelings down there – that were
now definitely spreading wider.Ten
minutes later, he was sure of it – he was leaking!He was starting to feel a bit of wetness
coming from the left leg on the underside of his girdle.And that wetness seemed to be spreading –
very slowly, but it was spreading.But
like everything else, it was something he couldn’t do anything about.He did his best to ignore it and keep
working.

It was twenty
minutes before quitting time when he heard Robin calling and telling him it was
bottle time again.He got up from his
seat – a bit more gingerly than usual.Before rushing to Robin’s cubicle, he felt the back of his skirt to see
if it was wet.His hand didn’t have to
go very far to find the wet spot.He
glanced down at his chair and saw a dark stain on it as well.Ugh!Leaking for sure.Now what was he
going to do?He stuck his thumb in his
mouth and hurried around to Robin’s desk.

“What took you
so long?” Robin asked as he was still curtseying.“I’m leaking,” Chad replied in his silly sissy
voice before curtseying again and sticking his thumb back in his mouth.

“You’re
kidding?” Robin asked.“Really?”She let out a small giggle.

Thumb out,
curtsey.“The back of my skirt is all
wet.”Curtsey, thumb.

“Turn around,
let me see.”She waited as he
turned.“I can’t see anything,” she
replied.“But even if it is wet, the
colors of that dress make it pretty much impossible to see.You’re just going to have to endure it for a
little while more.”

Chad nodded, pulled his thumb out
of his mouth, and curtseyed.“Do I have
to fill another bottle?” he asked.Curtsey, thumb.

Robin
smiled.“Of course,” she replied.“Unless you’d rather fill two and drink
both.You can drink more if you like.”

Thumb,
curtsey.“No thank you.”Curtsey, thumb.He grabbed an empty bottle and took it back
to his desk and filled it.Two minutes
later, he was once again sitting soggily on Robin’s floor adding even more
liquid to his overly hydrated system.It
was a very good thing he had worn the dress he had today, any other outfit
would have shown his wet spot for sure!But what would he wear tomorrow?Since he had wet it, his current dress was out.He’d just have to figure something else out
for tomorrow that would be fairly safe.

Websites

About Me

For those of you who might remember me, I’m the same Karen who used to have the website My Sissy Rules Fantasy that Yahoo suddenly deleted several years ago. I still miss my website and really hope to have one back again someday, but, well, I guess I procrastinate a lot – plus, I think the internet has been doing a lot of growing lately.
Other than that, what else can I tell you about me? As I said, I’m male. An older male to be exact. One who has wished very hard his entire (and I mean entire) life that he had been born a girl. Seriously! You have no idea how much that aches in me – always.
I’ve always been small and skinny, except recently my stomach has decided it wants to be large and fat (Arrgh!). Oh yeah, I’m also very married to a wonderful woman who knows nothing at all about this side of me… and I intend to work very hard at keeping it that way.
So for me, life is good, and life is bad, and life is worse, and life is horrible, and life is great. But that’s what life is – you take what it hands you and you do the very best you can under the circumstances. And you enjoy what little bits that you can, wherever and however you can manage it.